BOC-D,L-5,5,5-TRIFLUOROLEUCINE

Base Information

• Chemical Name: BOC-D,L-5,5,5-TRIFLUOROLEUCINE
• CAS No.: 409333-67-1
• Molecular Formula: C₁₁H₁₈F₃NO₄
• Molecular Weight: 285.263
• Hs Code.: 2924199090
• Mol file: 409333-67-1.mol

Synonyms:Leucine, N-[(1,1-dimethylethoxy)carbonyl]-5,5,5-trifluoro-

Chemical Property of BOC-D,L-5,5,5-TRIFLUOROLEUCINE

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 349.98°C at 760 mmHg
• Flash Point: 165.462°C
• PSA: 75.63000
• Density: 1.218g/cm³
• LogP: 2.94370

Purity/Quality:

98%min ^*data from raw suppliers

Boc-D,L-5,5,5-trifluoroleucine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of BOC-D,L-5,5,5-TRIFLUOROLEUCINE

There total 14 articles about BOC-D,L-5,5,5-TRIFLUOROLEUCINE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

methyl (2S,4R)-2-((tert-butoxycarbonyl)amino)-5,5,5-trifluoro-4-methylpentanoate → Boc-Leu(F3)(2S,4R)-OH (161330-37-6,409333-67-1)

Guidance literature:

With water; lithium hydroxide; In tetrahydrofuran; methanol; at 20 ℃; for 3h;

DOI:10.1039/c8cc10212k

Reference yield: 80.0%

(2S,4S)-5,5,5-trifluoroleucine hydrochloride + di-tert-butyl dicarbonate (24424-99-5) → N-(t-Boc)-(2S,4S),(2S,4R)-5,5,5-trifluoroleucine (409333-67-1)

Guidance literature:

With sodium hydrogencarbonate; In methanol; for 1h; Irradiation;

DOI:10.1021/ja002961j

Reference yield: 60.0%

(+/-)-(2S,4R)-N-Boc-5,5,5-trifluoroleucinol → (+/-)-(2S,4R)-N-Boc-5,5,5-trifluoroleucine (409333-67-1)

Guidance literature:

With dipyridinium dichromate; In N,N-dimethyl-formamide; at 20 ℃; for 4h;

DOI:10.1021/jo011097q

upstream raw materials:

N-(tert-butoxycarbonyl)-L-3-iodoalanine methyl ester

di-tert-butyl dicarbonate

2-amino-4-methyl-5,5,5-trifluoropentanoic acid

(DL)-2-(N-acetylamino)-4-methyl-5,5,5-trifluoropentanoic acid

Downstream raw materials:

C₁₈H₂₄F₃NO₄

(2S)-N-Boc-5,5,5-trifluoroleucine benzyl ester

Refernces

• 1、 Lou, Yue-Guang,Wang, An-Jun,Zhao, Liang,He, Lin-Feng,Li, Xiao-Fei,He, Chun-Yang,Zhang, Xingang. "Palladium-catalyzed cross-coupling of unactivated alkylzinc reagents with 2-bromo-3,3,3-trifluoropropene and its application in the synthesis of fluorinated amino acids". supporting information. p. 3705 - 3708. Retrieved 2019/04/01.
• 2、 -. "MODULATORS OF SESTRIN-GATOR2 INTERACTION AND USES THEREOF". Paragraph 04.5. . Retrieved 2017/05/15.